[3+2] cycloaddition of phenyliodonium bis(arylsulfonyl)methylides with α,β-enones
[3+2] cycloaddition of phenyliodonium bis(arylsulfonyl)methylides with α,β-enones
复制标题
DOI：
10.1055/s-2007-990801
复制
发表时间：
2007-10-16
影响因子：
2.6
通讯作者：
Hadjiarapoglou, Lazaros P.
中科院分区：
文献类型：
--
作者：
Adam, Waldemar;Gogonas, Efstathios P.;Hadjiarapoglou, Lazaros P.
苯基碘双(芳磺酰基)亚甲基与α，β-烯酮的[3+2]环加成反应，得到了唯一的反式，反式构型的1-(芳磺酰基)-2-芳酰基-3-芳基吲哚。碘叶立德首先对查尔酮的烯基双键进行亲电攻击，然后偶极物种环化，然后碘苯和二氧化硫被喷射出来，立体选择性地提供了吲哚环加成物。
The [3+2] cycloaddition of phenyliodonium bis(arylsulfonyl)methylides to alpha,beta-enones affords exclusively trans,trans-configured 1-(arylsulfonyl)-2-aroyl-3-arylindanes. The initial electrophilic attack of the iodonium ylide on the alkenyl double bond of the chalcone, followed by cyclization of the dipolar species, and subsequent ejection of iodobenzene and sulfur dioxide, stereoselectively affords the indane cycloadduct.